
The Annex
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About The Annex
One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.
To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.
The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)
Who Lives Here
For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.
Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.
What's Great About It?
The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.
In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.
When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.
Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.
Schools
When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).
The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.
Homes for sale in The Annex
Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.
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82 Lowther Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5784239
82 Lowther Avenue Annex Toronto M5R 1E1 $8,390,000Freehold- Status:
- Active
- MLS® Num:
- C5784239
- Bedrooms:
- 7
- Bathrooms:
- 4
Magnificent British Queen Anne Revival Masterfully Restored To Showstopping Victorian Glory In A Trophy Location Where Creative & Daring Luxury Are Blended For A Modern & Spirited Wow Factor. A Visionary Live/Work Dazzler By A Top Designer, Sophisticates Will Find The Seamless Harmony Of The Exciting, Glamorously Contemporary 6275' Interiors An Exquisite Tour De Force! Original Records Indicate This Sparkling Home With Sumptuous, Impeccably Pedigreed Romanesque Details Was Designed In 1896 By Prominent Architect Frederick H Herbert. Lavish Appointments Found In The Striking Staircase, Fabulous Millwork, Curved & Leaded Glass Windows & Picturesque Turret, Underscore The Rich History. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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144 Walmer Road in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C6007112
144 Walmer Road Annex Toronto M5R 2X9 $7,950,000Freehold- Status:
- Active
- MLS® Num:
- C6007112
- Bedrooms:
- 6
- Bathrooms:
- 6
Perfectly Situated In The Heart Of The Annex On A 45' X 128' Lot. Come Swoon Over The Soaring Ceilings Contemporary Design Choices & Quality Finishes Throughout. Open-Concept Living & Dining Area, Featuring Stunning Hardwood Floors & Ample Natural Light. The Dining Area Is Spacious & Ideal For Hosting. The Thoughtfully Designed Kitchen Boasts Modern Appliances Custom Cabinetry & Sleek Countertops. The Backyard Is Private & Tranquil Perfect For Relaxing & Entertaining. Pool Hot Tub & An Exterior Powder Room For Your Convenience. Overall This Second Floor Is The Epitome Of Comfort Luxury & Functionality Offering Everything You Need For A Comfortable & Convenient Living Experience With Three Generously Sized Bedrooms Each Fitted With Double Closets. Plus A Second-Floor Family Room And A Dedicated Work Space. Escape To Your Private 3rd Floor Primary Retreat Featuring A Large Walk-In Closet & An En-Suite Bathroom Featuring A Luxurious Soaking Tub, A Glass-Enclosed Shower, & Modern Fixtures. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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68 Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C6008803
68 Admiral Road Annex Toronto M5R 2L5 $7,100,000Freehold- Status:
- Active
- MLS® Num:
- C6008803
- Bedrooms:
- 6
- Bathrooms:
- 5
Rare Availability Of Superb Family Home On Most Coveted Stretch Of Admiral Rd. This 3-Story Detached Residence Is Flanked By Homes Steeped In The Finest Tradition Of Annex Classic Charm And Character. More detailsListed by ENGEL & VOLKERS TORONTO CENTRAL, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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37 Madison Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5785758
37 Madison Avenue Annex Toronto M5R 2S2 $6,488,000Freehold- Status:
- Active
- MLS® Num:
- C5785758
- Bathrooms:
- 4
A Toronto Landmark Office Mansion, "Marquee" Building Offering An Exceptional "Yorkville Annex" Location. Custom Designed By Toronto's Most Prestigious Historical Architect E.J. Lennox (Designer Of Casa Loma & Old City Hall). Constructed In 1883 As A Premier Private Residence. Recognized As "The Benchmark" Example Of Toronto's "Romanesque" Design. Approx 6,000 Sf. Above Grade. Comm/Res Zoning Allows For Expansion To Approx. 8,400 Sf. Zoned Cr1.5 R1. Please Note: Private Drive And 11 Ft. Ceilings. More detailsListed by FOREST HILL REAL ESTATE INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
37 Madison Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C5786700
37 Madison Avenue Annex Toronto M5R 2S2 $6,488,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C5786700
- Major Bus.:
- Professional Office
- Total Area:
- 7,262 sq. ft.674.66 m2
A Toronto Landmark Office Mansion, "Marquee" Building Offering An Exceptional "Yorkville Annex" Location. Custom Designed By Toronto's Most Prestigious Historical Architect E.J. Lennox (Designer Of Casa Loma & Old City Hall). Constructed In 1883 As A Premier Private Residence. Recognized As "The Benchmark" Example Of Toronto's "Romanesque" Design. Approx 6,000 Sf. Above Grade. Comm/Res Zoning Allows For Expansion To Approx. 8,400 Sf. Zoned Cr1.5 R1. Please Note: Private Drive And 11 Ft. Ceilings. More detailsListed by FOREST HILL REAL ESTATE INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
55 Madison Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5870764
55 Madison Avenue Annex Toronto M5R 2S3 $5,395,000Freehold- Status:
- Active
- MLS® Num:
- C5870764
- Bedrooms:
- 3
- Bathrooms:
- 15
**15 Suite Investment Property** Prime Madison Avenue Location. Aaa Bloor And Spadina. 8 Apartments Have Been Beautifully Renovated. 7 Apartments Are In Original Condition. Large "Upside" In Many Rents. Large 50 By 126 Foot Lot. Detached Victorian With Wide Private Driveway. Ample Surface Parking And Five Garages In Rear. More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
55 Madison Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C5870759
55 Madison Avenue Annex Toronto M5R 2S3 $5,395,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C5870759
- Major Bus.:
- Apts-13 To 20 Units
- Total Area:
- 6,300 sq. ft.585.29 m2
**15 Suite Investment Property** Prime Madison Avenue Location. Aaa Bloor And Spadina. 8 Apartments Have Been Beautifully Renovated. 7 Apartments Are In Original Condition. Large "Upside" In Many Rents. Large 50 By 126 Foot Lot. Detached Victorian With Wide Private Driveway. Ample Surface Parking And Five Garages In Rear. More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
135 Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C6004143
135 Admiral Road Annex Toronto M5R 2L7 $5,349,900Freehold- Status:
- Active
- MLS® Num:
- C6004143
- Bedrooms:
- 5
- Bathrooms:
- 4
Turn Of The Century, 1 Of A Kind Gated Home, Restored W/Old-World Charm; On Large Lot On One Of The Most Coveted Streets In The Heart Of Yorkville-Annex. Entertainer's Dream With Wine Cellar. 2 Car Garage+ Private Drive For 4 Cars. Architectural & Artful Details W/Gracious Principal Rms & High Ceilings, Open Concept Chefs' Kitchen W/Breakfast Area & W/O To Exquisite Garden Oasis. Beaming W/Sunlight, 2nd Flr Family Room/Den, 3rd Flr Master Retreat W/6 Pc Ensuite. Potential In-Law Suite Or Basement Apartment. More detailsListed by HARVEY KALLES REAL ESTATE LTD., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
164 Madison Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C6064464
164 Madison Avenue Annex Toronto M5R 2S5 $5,300,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C6064464
- Major Bus.:
- Apts-Over 20 Units
- Total Area:
- 6,663.85 sq. ft.619.09 m2
Prime Annex Turn Key Investment Property With 22 Self Contained Units 21-Bachelors With Kitchenettes And Bath, 1-1 Bedroom Full Kitchen And Bath. Well Managed And In Great Repair, Clean And Easy To Self Manage With Great Mix Of Young Professional And Mature Tenants. Features 7 Surface Parking Spots, Bicycle Parking, 2 Inside Storage Closets, Mechanical Room, And Outside Storage Shed. Good Upside On Rental Income With Increasing Rents, Located Within A 3 Minute Walk To Dupont Subway Station, Walking Distance To U Of T, George Brown College, Casa Loma, Yorkville, And Bloor Street Dining. More detailsListed by RE/MAX WEST REALTY INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
25 Bernard Avenue in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C6015444
25 Bernard Avenue Annex Toronto M5R 1R3 $4,990,000Freehold- Status:
- Active
- MLS® Num:
- C6015444
- Bedrooms:
- 3
- Bathrooms:
- 4
Victorian Residence Completely Renovated & Restored To Perfection In 2017. Located On One Of The Most Coveted Streets In The Annex, Wealth Of Bay Windows, Fr. Doors W/Side Windows, Extended Crown & Cove Mouldings & Soaring Ceilings Allow Natural Light To Freely Cascade Creating Ambiance Of Spacious Flow. Wide Plank Engineered Oak Hardwood Floors, B/I Speakers & Led Lighting Throughout. 3rd Floor Features Fr Door Opening To South-Facing Roof Top Deck. More detailsListed by HARVEY KALLES REAL ESTATE LTD., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
64 Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C6030904
64 Admiral Road Annex Toronto M5R 2L5 $4,700,000Freehold- Status:
- Active
- MLS® Num:
- C6030904
- Bedrooms:
- 2
- Bathrooms:
- 4
Unique Opportunity To Own This Very Special Semi-Detached 3 Storey Victorian On A Most Coveted Block In The Annex. Extensively Renovated And Meticulously Maintained. Built In 1892. Rare Example Of Design Provides For Adult Living And Entertaining. Double Living Room With Enormous Stylized Wood Doors, Tall Windows And Wood Burning Fireplace - Great For Parties And Art. Study Overlooks Sunny Garden With Stone Wall. Fabulous Chef's Kitchen. Grand Primary Bedroom With 4 Double Closets, Huge 6 Piece Ensuite And W/O To Deck. Elevator From Lower Level To 2nd Floor . Spectacular Residence!! Bloor St And Subway Steps Away. More detailsListed by FOREST HILL REAL ESTATE INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
1301 1 Bedford Road in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C5958516
1301 1 Bedford Road Annex Toronto M5R 2B5 $4,598,000Condo- Status:
- Active
- MLS® Num:
- C5958516
- Bedrooms:
- 2
- Bathrooms:
- 3
This Corner Suite Is Approximately 2,100 Sqft & The 01' Is A Sought-After Layout Featuring Phenomenal Southeast Views Of The City Over U Of T & The Rom. What Can Rarely Be Said Is That These Are Forever Views! Open Concept Layout W/ Large Living Rm (Can Be A Plus Den), Dining Rm, Kitchen & Combined Breakfast Area, & Offering Tall Ceiling & Floor To Ceiling Windows. Freshly Painted Throughout. The Second Bedrm Offers A Four Piece Ensuite Washrm & The Master Suite A Six Piece Ensuite Washrm Plus Balcony With Attractive City Views, Especially At Night! The Balcony Off The Dining Rm Looks Straight South W/ Magnificent Skyline Views Made Even Better At Night With The City Lights. One Bedford Is A Highly Coveted Address With Close Proximity To Transit, Toronto's Finest Shops, & Restaurants - The Best Of Yorkville Meets The Annex! Enjoy World Class Amenities In The Building: Pool, Gymnasium, 24 Hour Concierge, Party Facilities & Terrace As Well As Ample Visitor Parking. More detailsListed by ROYAL LEPAGE/J & D DIVISION, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca

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